Synthesis of homoallylic amines via N-acyliminium ion reactions on solid support

Wim J.N. Meester; Floris P.J.T. Rutjes; Pedro H.H. Hermkens; Henk Hiemstra

doi:10.1016/S0040-4039(98)02655-0

Synthesis of homoallylic amines via N-acyliminium ion reactions on solid support

Wim J.N. Meester, Floris P.J.T. Rutjes, Pedro H.H. Hermkens, Henk Hiemstra

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Abstract

The synthesis of a library of homoallylic amines is reported. The key step in the synthesis is a one-pot N-acyliminium ion coupling involving a solid phase-bound carbamate, an aldehyde and an allylsilane under Lewis acid conditions.

Original language	English
Pages (from-to)	1601-1604
Number of pages	4
Journal	Tetrahedron Letters
Volume	40
Issue number	8
DOIs	https://doi.org/10.1016/S0040-4039(98)02655-0
State	Published - Feb 19 1999
Externally published	Yes

Keywords

Allylation
Amines
Combinatorial chemistry
Solid phase synthesis

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10.1016/S0040-4039(98)02655-0

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title = "Synthesis of homoallylic amines via N-acyliminium ion reactions on solid support",

abstract = "The synthesis of a library of homoallylic amines is reported. The key step in the synthesis is a one-pot N-acyliminium ion coupling involving a solid phase-bound carbamate, an aldehyde and an allylsilane under Lewis acid conditions.",

keywords = "Allylation, Amines, Combinatorial chemistry, Solid phase synthesis",

author = "Meester, \{Wim J.N.\} and Rutjes, \{Floris P.J.T.\} and Hermkens, \{Pedro H.H.\} and Henk Hiemstra",

year = "1999",

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doi = "10.1016/S0040-4039(98)02655-0",

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T1 - Synthesis of homoallylic amines via N-acyliminium ion reactions on solid support

AU - Meester, Wim J.N.

AU - Rutjes, Floris P.J.T.

AU - Hermkens, Pedro H.H.

AU - Hiemstra, Henk

PY - 1999/2/19

Y1 - 1999/2/19

N2 - The synthesis of a library of homoallylic amines is reported. The key step in the synthesis is a one-pot N-acyliminium ion coupling involving a solid phase-bound carbamate, an aldehyde and an allylsilane under Lewis acid conditions.

AB - The synthesis of a library of homoallylic amines is reported. The key step in the synthesis is a one-pot N-acyliminium ion coupling involving a solid phase-bound carbamate, an aldehyde and an allylsilane under Lewis acid conditions.

KW - Allylation

KW - Amines

KW - Combinatorial chemistry

KW - Solid phase synthesis

UR - https://www.scopus.com/pages/publications/0033582801

U2 - 10.1016/S0040-4039(98)02655-0

DO - 10.1016/S0040-4039(98)02655-0

M3 - Artículo

AN - SCOPUS:0033582801

SN - 0040-4039

VL - 40

SP - 1601

EP - 1604

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 8

ER -

Synthesis of homoallylic amines via N-acyliminium ion reactions on solid support

Abstract

Keywords

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